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Article: Salicylaldehyde ester-induced chemoselective peptide ligations: Enabling generation of natural peptidic linkages at the serine/threonine sites

TitleSalicylaldehyde ester-induced chemoselective peptide ligations: Enabling generation of natural peptidic linkages at the serine/threonine sites
Authors
Issue Date2010
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2010, v. 12 n. 8, p. 1724-1727 How to Cite?
AbstractA serine/threonine-based chemoselective ligation method is described. It uses an O-salicylaldehyde ester at the C-terminus, reacting with N-terminal serine or threonine to realize peptide ligations. The utility of the O-salicylaldehyde ester enables the rapid coupling reaction and the production of an N,O-benzylidene acetal intermediate, which is readily converted into natural peptidic linkages (Xaa-Ser/Thr) at the ligation site. © 2010 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/168451
ISSN
2015 Impact Factor: 6.732
2015 SCImago Journal Rankings: 3.187
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLi, Xen_US
dc.contributor.authorLam, HYen_US
dc.contributor.authorZhang, Yen_US
dc.contributor.authorChan, CKen_US
dc.date.accessioned2012-10-08T03:19:04Z-
dc.date.available2012-10-08T03:19:04Z-
dc.date.issued2010en_US
dc.identifier.citationOrganic Letters, 2010, v. 12 n. 8, p. 1724-1727en_US
dc.identifier.issn1523-7060en_US
dc.identifier.urihttp://hdl.handle.net/10722/168451-
dc.description.abstractA serine/threonine-based chemoselective ligation method is described. It uses an O-salicylaldehyde ester at the C-terminus, reacting with N-terminal serine or threonine to realize peptide ligations. The utility of the O-salicylaldehyde ester enables the rapid coupling reaction and the production of an N,O-benzylidene acetal intermediate, which is readily converted into natural peptidic linkages (Xaa-Ser/Thr) at the ligation site. © 2010 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_US
dc.relation.ispartofOrganic Lettersen_US
dc.subject.meshAldehydes - Chemistryen_US
dc.subject.meshCatalysisen_US
dc.subject.meshPeptides - Chemistryen_US
dc.subject.meshSerine - Chemistryen_US
dc.subject.meshSubstrate Specificityen_US
dc.subject.meshThreonine - Chemistryen_US
dc.titleSalicylaldehyde ester-induced chemoselective peptide ligations: Enabling generation of natural peptidic linkages at the serine/threonine sitesen_US
dc.typeArticleen_US
dc.identifier.emailLi, X:xuechenl@hku.hken_US
dc.identifier.authorityLi, X=rp00742en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/ol1003109en_US
dc.identifier.pmid20232847-
dc.identifier.scopuseid_2-s2.0-77951174297en_US
dc.identifier.hkuros172095-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-77951174297&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume12en_US
dc.identifier.issue8en_US
dc.identifier.spage1724en_US
dc.identifier.epage1727en_US
dc.identifier.eissn1523-7052-
dc.identifier.isiWOS:000276562600020-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridLi, X=24168958800en_US
dc.identifier.scopusauthoridLam, HY=36196915400en_US
dc.identifier.scopusauthoridZhang, Y=36197722200en_US
dc.identifier.scopusauthoridChan, CK=36984595500en_US

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